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Was Harry Styles Just Spotted With A New Girlfriend?

Who should be so lucky?
harry styles dating

From a teenage heartthrob to an icon of Millennial and Gen-Z culture, Harry Styles has been front and centre of the limelight since 2010. So, itโ€™s no wonder fans have always taken a keen interest in whether Harry Stylesโ€™ has a girlfriend at any point in time, particularly when names like Kendall Jenner, Taylor Swift and even Kiwi model Georgia Fowler are thrown in the mix.

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And although rumours of a new romance appear to be be swirling following his split from actress and most recent flames โ€“ Taylor Russell and Olivia Dean โ€“ Styles is yet to curb our curiosity with a confirmation either way.

In the meantime, letโ€™s take a look back through Harry Stylesโ€™ enviable dating history โ€“ from his One Direction days, to who heโ€™s rumoured to be in a relationship with now.

Who Is Harry Styles Dating Now?

If you feel like Harry Styles has been MIA of late youโ€™re not alone. The star has been keeping a relatively low profile, only seen out for coffee with friends like James Corden and running marathons, so any talk of a girlfriend has been quietโ€ฆuntil recently.

The โ€˜Watermelon Sugarโ€™ singer was spotted at Glastonbury festival over the weekend, among countless other celebs, but it was his choice in company that had everyone talking. Styles was seen spending much of the music festival with a msytery woman who has been identified as Ella Kenny.

A source then told The Sun: โ€œHarry and Ella had fun together at Glastonbury and shared a kiss on the dance floor. They had a good time in the moment but it doesnโ€™t mean it will evolve into anything.

โ€œThey just got on and had a snog. But she seems like a normal, down-to-earth girl which is different from some of the big stars heโ€™s dated before.โ€

The publication also revealed that Ella is a graduate of Bournemouth University and works in London in content creation. Her Instagram bio, which has no been set to private, lists herself as a โ€œproducerโ€.

Harry Stylesโ€™ Girlfriend Timeline: From 2011 to Now

Olivia Dean: 2024

Harry Styles' rumoured ex-girlfriend, singer Olivia Dean weaing a light yellow cardigan and pink silk sheer midi skirt at the Gucci Spring Summer 2024 Milan fashion week show.
Olivia Dean at Milan Fashion Week 2024. (Credit: Daniele Venturelli/Getty Images for Gucci)

While Harry Styles didnโ€™t confirm the romance, he was recently linked to singer Olivia Dean. The two of them were spotted out and about together, first at a burger joint in London, then at a music festival in Spain.

Whether or not Olivia was Harryโ€™s girlfriend is up for debate, with some people speculating that they may simply be friends (and possible collaborators), while others thought itโ€™s more romantic. Especially since he was seen putting his head on her shoulder during Sam Smithโ€™s performance.

Even an insider wouldnโ€™t give much away at the time, simply telling The Sun: โ€œHarry loves festivals and enjoyed his time with Olivia in Madrid. It was the perfect weekend after Olivia put on a stunning performance, and they both loved watching their favourite artists together.โ€

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Taylor Russell: 2023-2024

Harry Styles' ex-girlfriend, actress Taylor Russell on the red carpet of the 2024 Met Gala.
Taylor Russell attends the 2024 Met Gala. (Credit: Jamie McCarthy/Getty Images)

Never one to make major public splashes with new girlfriends, Taylor Russell and Harry Styles were very low-key about their relationship from the start, and it seems like they kept things low-key until the end.

The dating rumours started flying during the 2023 US summer when Taylor and Harry were spotted on a date in London. And by September 2023, they were pretty much telling the world they were a thing by holding hands and getting snapped by the paparazzi in London.

But overnight, PEOPLE magazine confirmed they split up after almost a year together.

Despite a recent sojourn to Japan in April, a source spilled the beans to The Sun, saying, โ€œHarry and Taylor called it quits. They hit a rough patch after their Japan trip and decided to take a breather. Harryโ€™s been in the States, and Taylorโ€™s been hanging in London. They were cute together, and Taylor really put a smile on Harryโ€™s face. But lately, things havenโ€™t been so easy.โ€

Taylor even rocked up to the Met Gala solo, however PEOPLE mag heard from another source that things were still good between them. โ€œTheyโ€™re pretty serious and have done some traveling together,โ€ the source said. โ€œThey even hang out in England quite a bit.โ€ Despite Harry being a bit of a private guy, they apparently clicked because theyโ€™re into similar stuff.

But The Sun reported that Harry and Taylor broke up in May 2024, which may mean Olivia Dean is the romantic interest some people think she is.

Olivia Wilde: 2021

Harry Styles' ex-girlfriend Olivia Wilde, wearing CHANEL, attends Through Her Lens: The Tribeca Chanel Women's Filmmaker Program Cocktail at Greenwich Hotel, New York City, 2024.
Olivia Wilde attends the Chanel Womenโ€™s Filmmaker Program cocktail party in NYC, 2024.

Olivia and Harry got to know each other on the set of Oliviaโ€™s film, Donโ€™t Worry, Darling, which began filming in late 2020. 

Around the same time, Olivia split from her fiancรฉe, Jason Sudeikis, with whom she shares two kids. 

Then in January 2021, pictures of Harry and Olivia holding hands at a wedding surfaced, sending the internet into overdrive. At the time, PEOPLE claimed they had been dating โ€œfor a few weeksโ€. 

In February 2021, Wilde penned a tribute to Harry for his part in her female-led film, writing to Instagram: โ€œLittle known fact: most male actors donโ€™t want to play supporting roles in female-led films. The industry has raised them to believe it lessens their power (i.e. financial value) to accept these roles.โ€ 

She then celebrated her rumoured boyfriend who starred alongside the formidable Florence Pugh: โ€œEnter: @harrystyles, our โ€˜Jackโ€™ . Not only did he relish the opportunity to allow for the brilliant @florencepugh to hold center stage as our โ€˜Aliceโ€™, but he infused every scene with a nuanced sense of humanity.โ€

She continued: โ€œHe didnโ€™t have to join our circus, but he jumped on board with humility and grace, and blew us away every day with his talent, warmth, and ability to drive backwards.โ€

With reports continuing to colour their sweet relationship, and those pictures of a steamy makeout sesh on a boat in July 2021, it does seem like the two were an item for a while.

Camille Rowe: 2018

Harry Styles' ex-girlfriend Camille Rowe at Milan Fashion Week 2024 wearing a nace and tweed black mini dress and a black silk choker carrying a matching blazer and her phone.
Harry Stylesโ€™ ex-girlfriend Camille Rowe at Milan Fashion Week AW2024

French model Camille Rowe was linked to Harry in 2017, but this relationship was different to others because it was publicly acknowledged by Harry himself. 

They dated around a year before parting ways, and Harry confirmed that his song Cherry was about Camille. 

The song references the tougher realities of their relationship: โ€œI wanted it to reflect how I felt then. I was feeling not great,โ€ Harry explained. 

โ€œItโ€™s all about being not great. Because you get petty when things donโ€™t go the way you want it. Thereโ€™s parts thatโ€™s so pathetic.โ€

Tess Ward: 2017

Harry Styles' ex-girlfriend Tess Ward attends a private dinner wearing a tan leather trench coat styled over indigo denim jeans and black patent leather ankle boots.
Tess Ward

Harry was rumoured to be dating food blogger Tess Ward in 2017, but apparently broke up when Tess decided she still had feelings for her ex, per Cosmopolitan

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Kendall Jennerโ€ฆ again: 2016

Kendall Jenner and Harry Styles.
(Credit: Getty)

After reportedly splitting two years prior, Kendall and Harry rekindled things after a New Years Eve party, according to Page Six. 

There were also reports they rekindled things again after the 2019 Met Gala. Whatever the confirmed truth, the pair are clearly good friends but canโ€™t seem to hang out without sparking a million dating rumours. 

Georgia Fowler: 2015

Harry Styles' ex-girlfriend Georgia Fowler attends the Burberry store reopening in New York in 2024. She is wearing a black turtleneck sweater and green and white tartan midi skirt with black square toe ankle boots.
Georgia Fowler attends the Burberry flagship store reopening in NYC, 2024.

Of course, we canโ€™t forget Fowler-gate, or perhaps more accurately Kiwi-gate. The New Zealand model was long believed to be the muse behind Harryโ€™s hit song Kiwi, which was later released in 2017 after they were linked. 

There was no actual evidence of the pair being anything more than friends, just a suss YouTube video from Georgia and probably a whole bunch of fanfic. 

Nadine Leopold: 2015

Harry Styles' ex-girlfriend Nadine Leopold at the Zimmermann show during Paris Fashion Week 2024.
Nadine Leopold at the Zimmermann show during Paris Fashion Week 2024.

Things with Kendall apparently didnโ€™t last long in 2013. He was later linked to Austrian model Nadine Leopold. Neither ever confirmed their romance, but multiple sightings of them together throughout 2014 and 2015 led many to believe they were the real deal at one point, so on the Harry Styles girlfriend timeline she stays. 

Kendall Jenner: 2013

Harry Styles and Kendall Jenner were reported to be dating at different times between 2013 and 2016.
(Credit: Getty)

Next on Harryโ€™s A-list romance repertoire was Kardashian reality star and model Kendall Jenner. 

The half sister of the infamous Kardashian trio wasโ€”and has remained to beโ€”incredibly private about her life behind the cameras. Getting a glimpse of them together was tough to come by, but at the time, reports about their relationship were rife. 

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Taylor Swift: 2012

Taylor Swift and Harry Styles are seen walking around Central Park on December 02, 2012 in New York City
Taylor Swift and Harry Styles are seen walking around Central Park in 2012.

Music fans understandably lost the plot when pictures surfaced of Harry and Taylor Swift going on dates and hanging out together. Their relationship was something of a celebrity couple enigmaโ€”both were peaking in their careers (though you could say they never stopped). Brad and Jen, eat your heart out. 

While the relationship reportedly lasted mere months, the legacy lives on in the songs they both went on to write about each other. 

Caroline Flack: 2011

Caroline Flack.
(Credit: Getty)

Harry and X-Factor judge Caroline Flack were linked shortly after the singer competed in the UK talent show. They immediately faced intense media scrutiny for their age gap (Harry was 17 while Flack was 31 at the time), but they still appeared to give things a go. 

Writing of Harry in a later autobiography, Caroline revealed: โ€œI already knew that he had a crush on me, heโ€™d made it pretty obvious.โ€

Tragically, Caroline passed away in February 2020. Harry paid tribute to the late star by wearing a black ribbon to the Brit Awards that year. When he took to the stage to perform, he also wore a badge reading: โ€œTreat people with kindness.โ€ 

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